The University of Southampton
University of Southampton Institutional Repository

Formal highly enantioselective organocatalytic addition of alkyl anions to alpha,beta-unsaturated aldehydes: application to the synthesis of isotope-enantiomers

Formal highly enantioselective organocatalytic addition of alkyl anions to alpha,beta-unsaturated aldehydes: application to the synthesis of isotope-enantiomers
Formal highly enantioselective organocatalytic addition of alkyl anions to alpha,beta-unsaturated aldehydes: application to the synthesis of isotope-enantiomers
For the first time, organocatalytic addition of masked alkyl chains to ?,?-unsaturated aldehydes is reported (see scheme). The addition of bisphenylsulfonylmethane takes place in high yields and with excellent enantioselectivities. Furthermore, this methodology allows the synthesis of isotope-enantiomers.
enantioselective addition, isotope effects, organocatalysis, sulfones, unsaturated aldehydes
0947-6539
11095-11099
Alba, Andrea-Nekane
e96df5c1-b984-45c5-9620-1d7f0cec8faf
Companyó, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Alba, Andrea-Nekane
e96df5c1-b984-45c5-9620-1d7f0cec8faf
Companyó, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441

Alba, Andrea-Nekane, Companyó, Xavier, Moyano, Albert and Rios, Ramon (2009) Formal highly enantioselective organocatalytic addition of alkyl anions to alpha,beta-unsaturated aldehydes: application to the synthesis of isotope-enantiomers. Chemistry - A European Journal, 15 (42), 11095-11099. (doi:10.1002/chem.200901806). (PMID:19780120)

Record type: Article

Abstract

For the first time, organocatalytic addition of masked alkyl chains to ?,?-unsaturated aldehydes is reported (see scheme). The addition of bisphenylsulfonylmethane takes place in high yields and with excellent enantioselectivities. Furthermore, this methodology allows the synthesis of isotope-enantiomers.

Full text not available from this repository.

More information

e-pub ahead of print date: 24 September 2009
Published date: 26 October 2009
Keywords: enantioselective addition, isotope effects, organocatalysis, sulfones, unsaturated aldehydes
Organisations: Chemistry

Identifiers

Local EPrints ID: 347730
URI: https://eprints.soton.ac.uk/id/eprint/347730
ISSN: 0947-6539
PURE UUID: 22b4ab43-39f3-4684-b2f4-29b35c7cbe6b
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 29 Jan 2013 13:32
Last modified: 06 Jun 2018 12:29

Export record

Altmetrics

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of https://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×